
Ski-in/Ski-out vacation rentals in Bolton
Find and book unique ski-in/ski-out homes on Airbnb
Top-rated ski-in/ski-out rentals in Bolton
Guests agree: these ski-in/ski-out homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Bolton ski-in/ski-out rentals
Ski-in/ski-out house rentals

Spectacular Views in Newly Renovated House!
We had an amazing time!! Place was amazing, views spectacular as promised, and we loved the stove/fireplace. The 4WD note is real — our rental car company failed us, gave us a 2WD, and we couldn’t get up the driveway. We parked at the bottom of the hill … it was a 5-10min walk and not an issue for anyone in our group. So, make sure you have 4WD, or if you don’t mind a walk, that might work too!

Captain Tom's Cabin - Secluded Vermont Getaway
Captain's Tom Cabin is lovely place to stay at the Green Mountains. The view towards the Long Trail from the patio is an amazing place to watch the sun coming down. The cabin has everything what you need, it is warm and cozy, feels like home. Claire is very detailed in direction and cares about her visitors. I really enjoyed the welcome Russian sweet and sour soup and the cookies as well. Thanks for letting me stay with my cat, most host do no want to have cats, even advertise "pet friendley". If you arrive with your dog, there is plenty of acres to explore. Thank you Claire, we definitely will come back.

Cozy Mountain Home w/Million $ View
Super worth! We came here last week and loved it so much, we came this weekend too! Good dining recommendations from Daveo. He even saved us when our car was stuck in the snow! We truly appreciate his help. One million dollar view, one million points recommend! We'll come again next ski season!

Beautiful guesthouse -perfect for long stays
Very nice host !! Airbnb was very cozy and accessible, would highly recommend :)

Modern Farmhouse on 25 Acres - Superb Views
We had a quiet stay at the Farmhouse. Very peaceful and quiet location. Lots of space for our dog to roam. The house is very nice and clean. We enjoyed having coffee and looking out across the fields, reading, and cooking. It’s near the small village of Rochester with a few restaurants and otherwise we explored neighboring towns like Middlebury, Waitsfield, Stowe, and Montpelier.

Spacious Eco-Friendly Stowe Home for Family Fun
A beautiful Stowe getaway. The house has beautiful views of Mt. Mansfield, boasts plenty of space, and is in a great location relative to town.

DoubleDen - AC, Hot Tub, Game Room, Fire Pit
Dan & Holly’s place was the perfect Killington getaway! Ample space for our big crowd, very clean and well kept, very responsive hosts, and the perfect location for everything you need to do in Killington! Their guidebook also came as a wonderful resource for all things in the area! Would definitely stay again

Waterfront cabin
Kathy's place was absolutely lovely. A perfect hiding spot on the water with all of the beautiful options at the Craftsbury Outdoor center. Can't wait to come back!
Family-friendly, ski-in/ski-out home rentals

Spacious Stowe condo Amzing views w/shared hot tub
great place close to Stowe.

Ski In/Ski Out with upgrades!
My husband and I stayed here to do a few days of spring skiing at Sugarbush. The location is perfect, a short walk to the slopes when there's snow. Two-minute drive to resort if snow is sparse. Sugarbush is a huge resort and has many options for all skills of skiing. The condo was spotless and had a full kitchen with plenty of pots and pans, etc. It was very comfortable and also had a selection of books and games to choose from. Host was very responsive and gave perfect instructions. Thank you!

Right at Killington !
Our family had a wonderful stay at the condo in Killington. The location could not be beat! A very short 5 minute walk to the lifts and Snowshed lodge. The complex had an amenity building with pool/hot tub that the kids loved and the condo was quite spacious and clean. Ruslana was a great host and very responsive! There is a solid chance we will be back next year!

Killington Chalet - Hot Tub, Sauna, Boot Dryer
Nice space for a group, plenty of room for dining and relaxing. Clint was very responsive and gave excellent instructions. Appreciated the hospitality!

*Killington Summer Rental: 3 Bdrm, 2 Bth*
Dray was thorough and the airbnb was clean, comfortable, and close to everything! I hope to stay here next time I visit!

Burke Slopeside Condominium
Everything was as advertised and perfect with this condo. Location is great as well. I would highly recommend to family and friends. Thank you very much for the use of your home.

Stay at Historic Greensboro Barn
Jennifer's place was private, peaceful, and charming—the perfect place for a getaway. We loved the rural setting and views, and the interior was so artfully matched to its context, a lovingly restored barn. A very special place!

Large Chalet; Sauna, Hot Tub; Walk to Trail
We could not have found a better home for our Killington ski week. The ski in ski out directions were perfect and so easy. The home comfortably accommodated 8 adults and provided privacy for each of us as well. Fabulous dining area for our family that provided many happy memories. We've never rented a home where every single bed was so luxurious either. Each night we slept so soundly. On days we did not ski there was plenty to do at the house, a beautiful neighborhood to walk in and such close proximity to Killington Rd with so many dining options.
Ski-in/ski-out cabin rentals

THE CABIN....a Vermont log home
Bill's cabin was excellent. Rustic and rural but close to Killington and Pico, and a quick ride to Rutland. It was clean, comfy and had all we needed for a great little stay. It got a thumbs up from my wife and that is a high standard to meet. She even liked the king bed so much she was looking for the label to get one like it for home. I'm a guy and don't need much. The cabin made me feel like I was staying at a friend's house. You can nit-pick about the lighting and other minor stuff, but to me this place was a 10 out of 10 stars. We may be back next year for a longer ski vacation. Thanks Bill.

Modern Mountain Cabin at The Innstead
A true slice of heaven!! If you are looking for a peaceful getaway, this is it!

Dream Cabin in Vermont
We had an absolutely spectacular time staying with Gerette! Her beautiful cabin was everything we hoped for and more. Our golden retriever had the time of her life bounding through all of the snow!

Honeymoon Cabin with Jacuzzi Tub
We absolutely loved this log cabin! It’s a cozy, small cabin but was perfect for just my partner and I (plus our boxer dog). Check in was a breeze and everything was super clean upon arrival. The properly is extremely private and there are semi cleared hiking trails nearby (my dog absolutely loved it here- just be sure to brush/wipe pups down after your walk in the woods). The king bed was ridiculously comfortable and we had amazing sleep in the cabin. The jacuzzi hot tub was a wonderful addition and I was so glad to try it after a day of hiking and sightseeing. It’s a short drive to Main Street / Mirror Lake to visit shops, restaurants. We arrived in April and some of the local establishments were not yet open for the season, but still we had a lot of options for eating meals out. The host was super responsive to my messages and we appreciated all of the cabin’s thoughtful touches. We would love to return again soon. Thank you!!

Treehouse Cabin in Dorchester
Joseph’s place was absolutely amazing! My girlfriend and I felt right at home, and it was a beautiful get away. Beyond expectations! We cannot wait to return, thank you so much!

Rustic charming camp cabin
Beautiful cabin in the woods , nestled at the foothills of the mountains, we went around Peak Foilage in early October and couldn't have asked for better weather and accomodations. Elizabeth, an excellent host, Reccomended some people hikes and look out points by the river, and surprised us with breakfast goodies on a Sunday morning!! Looking forward to be back and would definitely recommend to others as well

The Gourmet Cabin at Stitchdown Farm
Andrew’s place is one of a kind, a true escape from the mundane. If you’re looking for luxury and high-tech, this may not be the stay for you. If you’re looking for comfort, a disconnect from reality, and complete peace…. This is THE place! We are looking forward to coming back and checking out Babes Bar and seeing the flower farm while it’s active, we were just exhausted from our ski days to do anything besides enjoy the space.

Cabin in the Woods
Lovely place to stay
Quick stats about vacation rentals that are ski-in ski-out in Bolton
Total rentals
30 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
2.4K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Sugarbush Resort
- Jay Peak Resort
- Smugglers' Notch Resort
- Spruce Peak
- Bolton Valley Resort
- Pico Mountain Ski Resort
- Jay Peak Resort Golf Course
- Whiteface Mountain Ski Resort
- Cochran's Ski Area
- Fort Ticonderoga
- Northeast Slopes Ski Tow
- Pump House Indoor Waterpark
- Ethan Allen Homestead Museum
- Val Caudalies - Vignoble & Cidrerie
- Country Club of Vermont
- Leahy Center for Lake Champlain
- Vermont National Country Club
- Lucky Bugger Vineyard & Winery
- Cozy Cottages & Otter Valley Winery
- Lincoln Peak Vineyard
- Autumn Mountain Winery
- Burlington Country Club
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